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Midecamycin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01FA03 (WHO)
Identifiers
IUPAC name (2S,3S,4R,6S)-6-{oxy}-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl propanoate
CAS Number	35457-80-8
PubChem CID	5382853
ChemSpider	4445365
UNII	N34Z0Y5UH7
KEGG	D01339
CompTox Dashboard (EPA)	DTXSID5045463
ECHA InfoCard	100.047.784
Chemical and physical data
Formula	C41H67NO15
Molar mass	813.979 g·mol
3D model (JSmol)	Interactive image
Melting point	155 to 156 °C (311 to 313 °F)
Solubility in water	Soluble in acidic/low pH water; Very soluble in methanol, chloroform, ethyl acetate, benzene, ethyl ether; Almost completely in ethanol(>95.5) mg/mL (20 °C)
SMILES O=CC3C(C)(O)/C=C/C=C/C(OC(=O)C(OC(=O)CC)(OC)3O2O((O1O((OC(=O)CC)(O)(C1)C)C)(N(C)C)2O)C)C
InChI InChI=1S/C41H67NO15/c1-11-30(45)54-29-21-32(47)51-24(4)16-14-13-15-17-28(44)23(3)20-27(18-19-43)37(38(29)50-10)57-40-35(48)34(42(8)9)36(25(5)53-40)56-33-22-41(7,49)39(26(6)52-33)55-31(46)12-2/h13-15,17,19,23-29,33-40,44,48-49H,11-12,16,18,20-22H2,1-10H3/b14-13+,17-15+/t23-,24-,25-,26+,27+,28+,29-,33+,34-,35-,36-,37+,38+,39+,40+,41-/m1/s1 Key:DMUAPQTXSSNEDD-QALJCMCCSA-N
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Midecamycin is a macrolide antibiotic that is synthesized from Streptomyces mycarofaciens.

Physical Properties

Its melting point may vary depending on the compound type and the source consulted. For example, the Merck Index gives a melting point of 155-156 Celsius for the A₁ type while the Japanese Pharmacopoeia reports 153-158 Celsius. The Merck Index also gives a melting point of 122-125 Celsius for the A₃ type.

References

1. Salhi A, Vindel JA, Brunaud M, Berceaux G, Marin A, Wuatelet C (1977). "Properties of midecamycin, a new macrolide antibiotic". Giornale Italiano di Chemioterapia. 24 (1–2): 67–76. PMID 308022.
2. Wang YG, Hutchinson CR (1989). "Cloning of midecamycin biosynthetic genes from Streptomyces mycarofaciens 1748". Chinese Journal of Biotechnology. 5 (4): 191–201. PMID 2491329.

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